Westport CT Real Estate & Homes for Sale

Built in 2018, this thoughtfully designed modern colonial is situated on a level 0.66 acre on a private cul-de-sac in a sought after Westport neighborhood. The home has 7,122 sq.ft. of living space on four levels; six bedrooms, six full & two half bathrooms. The foyer leads to the living room with gas fireplace and to the formal dining room. Two built-in bar areas make entertaining a breeze. The gourmet kitchen, breakfast area and family room with fireplace create the heart of the home. The kitchen boasts custom cabinetry, a large island with waterfall edge, Wolf ovens and gas cook top, sub-zero, two refrigerator drawers and a walk-in pantry. The mud room, an office and two half baths complete the first floor. Upstairs features a stunning primary bedroom suite w/fabulous marble bathroom & spacious walk in closet; four more bedrooms -- two are en-suite and two are Jack & Jill -- plus a hallway computer nook. The third floor is partly finished and offers a playroom, a bedroom & a full bath. The lower level has a great room w/fireplace, a bright bonus room and a gym. Enjoy the serene backyard oasis; relax or entertain on the large blue stone patio or the inviting covered porch -- overlooking the gunite pool w/spa. Welcoming & intentional, this home exudes quality and pride of ownership. Walk to Saugatuck train station and a medley of restaurants & shops. Launch your SUP or kayak at the private street boat ramp and dock for paddles on the Saugatuck River. A fantastic location.

GREENS FARMS OPPORTUNITY - Rare opportunity to build on one of Westport's most sought after streets. This 2 acre property with cottage, offers a serene and bucolic setting in an ideal location with proximity to superb dining, public and private recreational facilities, great shopping, excellent educational and cultural venues, as well as train service to and from New York City. Also listed for sale as Land MLS #170600250

GREENS FARMS OPPORTUNITY - Rare opportunity to build on one of Westport's most sought after streets. This 2 acre property with cottage, offers a serene and bucolic setting in an ideal location with proximity to superb dining, public and private recreational facilities, great shopping, excellent educational and cultural venues, as well as train service to and from New York City. Cottage on property to be removed at buyer's expense. Also listed For Sale Single Family MLS # 170600269

Luxury living awaits! This stunning, newly renovated home sits on just under two acres of flat land in one of Westport’s most beloved cul-de-sacs. An entertainer’s dream, this 5600 sq ft charmer features a newly renovated gourmet kitchen with chef-grade appliances and radiant heated floors. French doors connect the kitchen with an expansive outdoor entertaining area. The beautifully landscaped, private backyard is the perfect place to enjoy every day or host guests. It features a large blue stone patio, a covered seating area, and a stunning gunite pool and spa. Off the kitchen, you’ll find the perfect flex space great for a home office or small den that connects to the 2-car garage. The spacious living room offers lots of natural light with a wood-burning fireplace for those cold winter nights. The dining room is perfect for hosting dinner parties, large or small. On the other side of the first floor, you’ll find two large bedrooms with a shared full bath. The fully renovated primary suite is a calming oasis with a walk-in closet, a beautiful ensuite with a double rain shower, and French doors that open to a lovely deck, perfect for enjoying a morning coffee. The second floor also includes two large bedrooms and an additional full bath. The 3rd floor is a perfect getaway space, with a bedroom and full bathroom. The finished lower level has a rec room w/fireplace, full bath & laundry room. This home truly has it all! Home also available for short term rental.

Welcome to 57 Maple Avenue North where the beauty of the curb appeal will take your breath away. Set back from the road, follow the driveway past mature trees and a lush front yard to this bright and airy classic colonial with generously proportioned rooms, 10-foot soaring ceilings on the main level and 9-foot ceilings on the 2nd level. Boasting 5 bedrooms, 4 bathrooms and 2 powder rooms, this stately home with elevated details has a double height foyer with grand staircase, formal living room w/fireplace, dining room, office, eat-in-kitchen and family room w/bar & fireplace. Upstairs, find the gracious primary suite complete w/fireplace & walk-in-closet, 4 add’l bedrooms and 4 full bathrooms. The finished 3rd flr has wall to wall carpet and if you are looking for more space, the lower level has nearly 2200 square feet just waiting to be finished w/high ceilings and a floor hockey rink. Entertain family & friends on the stone patio or sit around the built-in fire pit & outdoor television - perfect for watching sports & movies all year round. Set on just over an acre, the property has a sprawling backyard w/room for a pool, plenty of space to play and neighborhood sidewalks perfect for evening strolls. Conveniently located near everything Westport has to offer from award winning schools, restaurants and shops to Compo Beach, Longshore Golf Club, Westport/Weston Family Y, Metro North, Merritt Parkway and I95. Field card lists 4 bedrooms. CO and septic approved for 6 bedrooms.

Introducing 5 Boxwood Lane, a luxurious haven in Westport's serene Hunt Club neighborhood. This exceptional property blends luxury, comfort, and tranquility on a private cul-de-sac. Meticulously designed with exquisite details and custom amenities, this home stands apart. Four levels, high ceilings, and a thoughtful layout offer grandeur and ease. Discover the gourmet kitchen, top-of-the-line appliances, custom cabinetry, and a generous island. The formal dining room and fireplace-centered living room create perfect gathering spaces. A handsome library/office caters to luxury work-from-home needs. The upper levels reveal a sprawling primary suite with two ensuite bathrooms, walk-in closets, and an office/relaxation niche. Additional bedrooms with bathrooms ensure privacy. A bonus room + ensuite bedroom offers versatility for guests, au pair, or studio. The lower level is an expansive recreational area for games and movie nights, the ultimate "hang-out space." Once outdoors, a manicured oasis awaits, with stunning perennial gardens, velvety lawns, and a blissful poolside retreat featuring a charming cabana. This one-of-a-kind residence transitions effortlessly between lavish soirées and cherished family moments. Private yet convenient, enjoy Westport's attractions, including commuter trains, beaches, shopping, dining, recreation, arts, and top-rated schools. For those seeking sophistication and an unparalleled lifestyle, welcome to your dream home at 5 Boxwood Lane.

Love antique homes? How's 1920 circa? The charm oozes immediately when you first step on the front porch, the vistas of the Saugatuck River. Once you step foot into the home, you are greeted with the craftsmanship of yesteryear. The living and dining area has a warm and cozy gas fireplace (no need to chop any trees down), and the chef's kitchen is amazing. From the antique ceiling to the granite countertops to the tile floor. The kitchen makes you feel you are ready for the Iron Chef competition! The secured outdoor living space is warm and inviting. Imagine a BBQ or fire pit. There are endless possibilities for a summer of fun. The baths have been recently updated, though no bathtub in the house, and it is gas-heated with central air. Extra insulation to keep the energy bills low. Please note no tub in the house. Pets are subject to owners' approval. The owner may consider a short-term rental. References, background, and eviction report required. Please use Rentspree. Two-month security is required.

ONE OF A KIND vacation spot with private beach and panoramic, picturesque views of the water and off shore Islands. Light & bright contemporary Ranch. Great Room with cathedral ceiling and 3 glass sliders to deck plus an additional deck on the beach. Glorious sunsets, oysters, clams & campfires to roast marshmallows on your own beach. FLEXIBITY OF THE DATES. Truly a vacation spot to enjoy year round, it's an oasis - yet just 5 mins to the train to NYC. **AGENT/OWNER**

Looking to live in downtown Westport? This rare-find two-level condo is located next to Westport Country Playhouse in a sought-after heart of Westport, walking distance to riverfront, restaurants, library, stores, with Winslow Park in the backyard. The first level has a living room with cathedral ceiling, wood-burning fireplace, a view of a manicured lawn, a bedroom/office, kitchen, and full-bathroom. The second floor has a spacious master suite with a large balcony and a walk-in closet. With help from a professional designer, the condo was remodeled with new floors and stylish light fixtures. Two parking spots in a covered garage. Great option for buyers who want to be in Westport, first- time homebuyers, and those looking to downsize. Top-rated Westport public schools. Only Westport residents have access to an inviting shoreline of Compo Beach, an exclusive swimming pool overlooking Long Island Sound, tennis court, and golf course for a nominal fee. Come and see. This treasure can be yours.

Charming farmhouse in a great location to enjoy all Westport has to offer. close to trains, shopping, beach and town. Detached two car garage. Recent upgrades include relocation of washer and dryer to main floor, and a new high efficiency gas furnace.

Welcome to your dream short-term lease opportunity! This stunning fully furnished home is a true gem, boasting 4 bedrooms, 3 bathrooms, and a spacious 4,771 square feet of living space. Located in a coveted neighborhood, this residence offers the perfect blend of luxury, comfort, and convenience. Step inside and be greeted by an inviting open-concept living space bathed in natural light. The modern finishes throughout the home create an atmosphere of sophistication and style. The generous living area seamlessly flows into the dining space and a gourmet kitchen, making it an entertainer's paradise. The kitchen is a culinary enthusiast's dream, featuring top-of-the-line appliances, ample counter space, an island for casual dining, and table for family dinners Whether you're hosting a formal dinner party or enjoying a quick meal with family, this home has it all. One of the standout features of this home is the poo! Imagine taking a refreshing dip or unwinding in the serene ambiance of your own private oasis. The pool area sits on a large, meticulously landscaped yard, offering privacy and tranquility for outdoor gatherings or simply soaking up the sun. The four bedrooms are generously sized, with the primary bedroom suite offering a haven of comfort and luxury.

Come view this beautiful 1 bedroom yearly furnished rental in a prime location of Westport close to Compo Beach. All utilities included except cable. Off street parking and its own private entrance which is all on one level. (no stairs) It also comes with your own washer and dryer located right next to the kitchen. It's own private entrance and much more. Clean and neat and some extra storage in basement if needed.

Set on a private and serene, flat 2 acre lot with beautiful mature landscaping at the end of a quiet cul-de-sac, this 6 bedroom, 4 full and one half bath, 4,785 sqft custom built center hall colonial offers generous spaces in which to spread out making it perfect for today’s lifestyle. The flexible floor plan offers multiple spaces for work, play, and entertaining. The eat in kitchen overlooks the bucolic backyard and has been updated with new appliances and quartz counter tops. The oversized primary suite has a large sitting room and ample room for relaxation and rest. Whole house generator. Conveniently located near commuting, shopping, and schools with room for a pool this home is not to be missed. Please note that the home is under audio and video surveillance throughout.

This turnkey home is being offered in as-new condition by the builder-owner. Prepare to experience the extraordinary at this significant Modern estate, custom-crafted by Skyview Builders. The 2+/- acre setting in the prestigious Coleytown area, adjacent to the Paul Newman-Poses Nature Preserve, affords the home with exquisite privacy. A long, gated driveway makes a grand impression, concluding w/a motorcourt providing abundant parking to support grand entertaining. The residence is defined by massive expanses of triple-glazed Klar Studio windows that bring the outside in, creating unique harmony between the comfort of the interior & the glorious natural splendor that surrounds it. ICF construction, lifetime Davinci roof & Viessmann boiler powering radiant heat throughout the home. Tall ceilings, dramatic glass-lined stars, exquisite lighting & a warm yet minimalist aesthetic create an incredibly livable environment were each moment is elevated to exceptional. The Great Room has three exposures and the 1st of four stunning fireplaces. The gourmet kitchen is fitted w/a full array of Miele appliances, exquisite custom cabinetry, a pantry leading to the dining rm w/illuminated ceil. The fam rm opens to a heated porch w/fireplace - and the entire rear of the home extends to a vast porch leading to the pool, summer kitchen, spa. Fin LL w/gym, bar & more. Epic primary suite. Offered with new paint & refinished floors. There is no new construction home that can compare.

*HIGHEST & BEST OFFERS BY 2PM SUNDAY 9/24* This picturesque and quintessential center hall colonial is the essence of suburban living. Situated on a highly desirable road in the Old Hill neighborhood, this property offers the ideal blend of convenience and serenity. Imagine living within walking distance of top-notch schools and the vibrant Westport town center. This is an opportunity to be part of a close-knit community.The heart of this home is its stunning, sun flooded eat-in kitchen, complete with a huge island, high-end appliances and storage galore.The kitchen seamlessly flows into the family room where you can fix a drink at the bar, hang out and watch your fav shows with built-in surround sound.Snuggle up in front of the wood burning fireplace in the living room or feast in the formal dining room. Enjoy indoor outdoor living at its finest - eat & relax in the screened porch, make s’mores & memories by the outdoor fire pit, or relax & grill with friends on the deck. The bucolic flat property is ideal for outdoor play, sports and has room for a pool! The primary suite is a sanctuary, featuring walk-in closet and ensuite bath - your own private oasis. With three other spacious bedrooms, everyone has space to unwind, sleep or work from home. The lower level offers additional flexibility with finished rec space and a full bath. With NYC less than 50 miles away and the train station nearby, commuting becomes a breeze.

Welcome to Belden Place! Casual Luxury living personified in this boutique complex offering exquisite in-town living. This secure building with elevator access on the Saugatuck River is pet friendly. These luxury apartments are perfectly appointed and designed: plenty of closet space and storage, custom cabinetry, high-end appliances, in-unit washer and dryer, and private balconies. Enjoy the convenience of downtown living and inspiring river views in these beautifully renovated historic buildings in the robust downtown village. Leave your car at home and walk to everything the downtown community has to offer: restaurants, shopping, entertainment and more. Belden Place features fourteen one- and two-bedroom luxury apartments. Enjoy luxury living on the Saugatuck River at Belden Place. Each apartment features a private deck, custom cabinetry and high-end appliances, elevator access and more!

Welcome to this 1 bedroom+ den with 2-baths and historic details! As you enter, a view of incredible stone walls invites you in. Past a cozy den, beyond the first of 2 full baths, the large kitchen with high-end appliances is revealed. An oversized island with waterfall edge and custom Poliform cabinetry completes the space. The corner living room enjoys light from 4 windows and a separate alcove accommodates dining for 6+! The primary suite has a pair of closets leading to a luxurious bathroom with heated floors, dual sinks, & walk-in shower. Originally a candlewick mill built in the 1800's, The Mill has been restored & reimagined into 31 homes by Coastal Luxury Homes & Gault Family Companies. Parking included, storage available. Curated amenities bring a hotel-inspired experience including a patio with lap pool, grilling area, gym, Great Room, and rooftop. Images represent finishes. Some my be renderings or virtually staged. Ask about taxes. Anticipated closings in Fall!

Welcome to a magnificent home of astounding beauty in a pictorial setting on one of the best streets in Westport. Exquisitely located on 2 acres of serenity, this stately property is conveniently located in highly sought-after Long Lots at the end of a cul-de-sac. Masterfully crafted with distinguished workmanship and an eye for details, this flawless Milton Design property seamlessly incorporates all of the iconic attributes of the original restored 100 year old barn with the finest in modern conveniences. Relax and restore the mind, body and soul in this private oasis featuring over 10,000 sf of impressively planned flexible space. The expansive foyer offers a first glimpse of the exquisite flooring and custom millwork present throughout the home. Beautiful entranceways move one through formal living and dining spaces, connecting the beauty of the garden to the home by inviting the outdoors in. 6 bedrooms, 7/2 baths await guests and owners alike. 2000+ sq ft of finished space awaits in the walkout Lower Level, complete with rec space, Gym, Bedroom and a Full Bath. A private outdoor oasis includes a Pool and fireplace surrounded by mature landscaping and expansive grounds. Extensive stone patios and a terrace off the kitchen provide exquisite entertaining and relaxation spaces. Entertain in style, host holidays, or just bask in tranquility after a long day. This must-see property is the answer to your quest for escaping the noise and daily hustle and just coming home.

Welcome to Residence 209 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. This home features exposed stonework, 2 bedrooms, 2 full baths, plus a den/dining rm. The 31 residences feature large windows, open floor plans, & light wood floors. Their refined details include a large waterfall-edged kitchen island, linear gas fireplaces, Sub Zero and Wolf appliances, full-size washer/dryers, and up-to-date bathrooms with radiant heated master bath floors. A variety of floor plans are available to meet the unique needs of discerning buyers seeking a bespoke lifestyle, with some offering spectacular terraces. All homeowners have access to heated or covered parking. Set in a tranquil, residential neighborhood within walking distance of downtown Westport’s many shops, restaurants, activities and close to beaches and commuting options to New York City. The redevelopment & adaptation of The Mill Westport into a luxurious residential property is being undertaken by Coastal Luxury Homes and Gault Family Companies, two Westport-based firms with a proven track record of surpassing the highest expectations. Depicted characteristics are subject to change. Autumn 2023 completion.

This beautiful, pristine COL sited on a pvt level 1.2 acres on a Coleytown cul-de-sac mins to downtown Westport, schools, the beach & all other attractions boasts 4300 SF, 4BR,3.5 BTHS and a finished LL.Purchased as a new build spec 35 years ago the inviting home has been completely refurbished with NEW roof, windows,interior & ext.doors, kitchen, baths, state of the art mechanicals , a generator, natural gas & so much more. The superior quality of all finishes and products used is evident throughout. The main floor has a 2-story foyer and includes an oversized LR with wood burning FP and French Doors to a Trex deck in the back, a sun room, a spacious formal DR, powder room, custom EIK with cherry cabinets & high end appliances, a fabulous FR with vaulted ceiling & skylights , floor to ceiling brick FP, built ins & access to the deck. The upper floor encompasses a stunning primary suite with separate study, beautiful marble bath & walk-in closet. 3 more bedrooms and 2 baths complete this level. All the baths have heated floors. The finished LL has engineered wood floors and is presently a gym but would make a great playroom as well. Freshly painted with hardwood floors throughout, this sun drenched home has oversized windows, spacious rooms, an open feel, a sound system w/speakers on main level & a great flow for entertaining both indoors & outside. The beautiful property w/room for pool has a sprinkler system. Move right in to this much loved home!.See add.

Classic Meets Modern Luxury in Saugatuck - Discover the perfect fusion of classic charm and contemporary luxury at 31 Hogan Trail in sought-after Saugatuck, Westport. Nestled on a serene cul-de-sac, this home offers unbeatable convenience steps from the train, Saugatuck village, and the beach. Meticulous Renovation - Every detail of this home has been lovingly and meticulously redone from top to bottom. Enjoy a brand-new kitchen with granite countertops, Sub-Zero appliances, and modern cabinetry. The open living and dining area boasts a beautiful fireplace and hardwood floors throughout. Spacious Retreat - With five generously sized bedrooms and three newly redone full bathrooms, there's space for everyone. The lower level is a versatile space with a family room, fireplace, fifth bedroom, and full bath - perfect for guests or family gatherings. Modern Amenities -This home includes a new roof, energy-efficient windows, and a two-car garage. Plus, it's a commuter's dream, close to shopping and the train station.

Presenting the iconic Greens Farms estate that has been loved & recognized by the community throughout the years, 342 Greens Farms Road. Set on 2+ majestic acres in the Greens Farms section of Westport (a rare find) this restored antique colonial backs up & is adjacent to the Audubon Christmas Tree Farm preserve. Once inside you will find 16 spacious rooms (3 bedrooms + Primary suite featuring xtra large walk-in closet & dressing room) each w/their own characteristics & charm, soaring ceilings, wide planked flooring, custom built-ins & mill work, 4 fireplaces, expansive full bar (commercial tap system, refrigeration & sinks w/ media room,(Phoenix Audio/Video projection tv system & bar tv's) walk-in pantry w/ commercial grade refrigerator, circular driveway, 6 car showroom heated garage, pool w/ pool house (dressing room w/ bathroom & indoor shower), hot tub, & outdoor kitchen. Lower level features great storage rooms + additional 2 car suite w/ walkout level to back yard acreage. As you enter the circular driveway & view the antique charm starting w/ the picturesque wrap around porch, bearing an 1861 plaque, you are immediately struck with a sense of uniqueness w/ a historical story. This idyllic estate presents countless options & opportunities to make this home your home. Ideally located in one of Westport's most sought-after neighborhoods w/ acres of non-buildable open space. Convenient to town, shopping, dining, train, beach, parks, schools & theatre. A true rare find!

This stunning transitional colonial house, custom built in 2011 and substantially renovated in 2022, is privately situated on a flat, dry professionally landscaped acre of property in the Long Lots school district. Boasting 6 spacious bedrooms, 6 full and 2 half baths, and 4 levels of finished space, the possibilities are endless. Every detail of this custom built Able Construction home has been carefully designed and meticulously maintained. The chef's kitchen, recently renovated with Voytek custom cabinets and Caesar stone concrete countertops and island, opens graciously to an eat in area with double height ceiling and comfortable family room. Walls of windows provide exceptional natural light and the open floor plan allows for easy living. Built in wet bar in the formal living area makes this home an entertainers dream. Modern features abound. Complete with heated gunite pool and spa, no detail has been overlooked. Home gym, craft room, and game room on the lower level, bonus space and 6th bedroom on the 3rd floor, give the discerning buyer plenty of options and versatility. See addendum for recent upgrades.

Welcome to your ideal residence, available for a long-term lease, offering privacy and serenity at the end of a cul-de-sac. As you step inside, beautiful hardwood floors set the tone for elegant living spaces. Discover a formal living room with a fireplace, perfect for cozy evenings. Adjacent, a sunlit office with a built-in desk accommodates remote work/study. The formal dining room features a built-in bar for your hosting needs. An open family room connects indoor and outdoor living, filled with natural light, giving access to decks overlooking the stunning pool area, perfect for creating cherished summer memories. The open-concept kitchen is equipped with high-quality appliances, a breakfast nook, and a spacious island, elevating your cooking experience. Upstairs, spacious bedrooms provide ample storage and feature built-in desks. The primary bedroom offers a private retreat with mirrored closets, a vaulted ceiling room, a cozy fireplace, and a spa-like ensuite bathroom. Back bedrooms provide separation for various living arrangements. The walk-out lower level enhances your home with added convenience: an extra bathroom, a laundry room, ample storage, a wet bar area, a cedar-lined closet, and an enchanting wine cellar for enthusiasts. Nestled in Westport, this residence is your gateway to a fulfilling lifestyle, with top-rated schools, cultural richness, pristine beaches, and proximity to New York City. Secure this opportunity and schedule your viewing today!

Quintessential fully renovated and expanded country home set on one of Westport’s most sought-after streets surrounded by multi-million dollar homes. This premier location is within walking distance to town & just a few minutes to beach, train, & award-winning schools. Old-world charm perfectly mixed w/brand-new modern create rustic elegance at its best. Just a few features: triple mint Kitchen open to cathedral Family Room w/ hand-hewn barn beams & fireplace, spacious Dining Room w/ fplc flows into Sunroom w/ glass doors to 2 separate patios, romantic Primary Suite w/ 2 walk-in closets, glass shower, & soaking tub, Bonus Room w/ full bath, walk-in closet, kitchenette & private entrance offers countless options, fabulous oversized mudroom w/ built-ins, Fully finished walkout lower level w/ rec room/office & charming multi-purpose room w/kitchenette, full bath & fireplace make for a perfect in-law suite or home office. The property is an entertainer’s paradise with magnificent stonework, 20x40 pool & hot tub, pool cottage, bocce court, outdoor fireplace & built-in firepit, multiple patios, beautifully landscaped w/mature plantings & rows & rows of hydrangea. Brand new cedar & metal roof. Brand new double-insulated windows. Hand-crafted barn doors, wainscoting, coffered ceilings, and custom plantation shutters are only a few of the high-end finishing touches that make this home uniquely special. The perfect home, location & grounds to start living the lifestyle of your dreams.